Potassium Carbonate → HCID 20269773, compound

HRID 485212Notes

Reaction equation

HRID 485212 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[OH:11].Br[CH:13]([CH3:19])[C:14]([O:16][CH2:17][CH3:18])=[O:15].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[O:11][CH:13]([CH3:19])[C:14]([O:16][CH2:17][CH3:18])=[O:15]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 692642-Chloro-5-nitrophenolHCID 79040Ethyl 2-bromopropionate

Product 1

HCID 20269773HCID 20269773, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 17.4 g. of 2-chloro-5-nitrophenol, 19.0 g. of ethyl α-bromopropionate, 15.2 g. of potassium carbonate and 85 ml. of acetone was refluxed with stirring for 3.5 hours and the solvent was distilled off. 2N-HCl was added to the residue to obtain a crude crystal. The product was separated by a filtration and washed with water and dried and recrystallized from n-hexane to obtain 27.4 g. of the object compound (melting point of 46° to 46.5° C.).

Workup

  1. additionA mixture of 17.4 g
  2. distillationthe solvent was distilled off
  3. addition2N-HCl was added to the residue
  4. customto obtain a crude crystal
  5. customThe product was separated by a filtration
  6. washwashed with water
  7. customdried
  8. customrecrystallized from n-hexane
  9. customto obtain 27.4 g

Sources & evidence

ORD record
ord-b88dff0518304b6cb9e09dd84813d456
Source dataset
uspto-grants-1985_08
Patent number
US04536209

Reaction notes

Loading…